Iminoquinones as Electrogenerated Electrophilic Species
The electrochemical reduction of 4-, 5-, 6- and 7-nitroindoles, at Hg, in basic (KOH 0.15 M, pH > 13) and acidic (HX 0.15 M, pH = 0.3) aqueous methanol (MeOH-H2O 95:5, v/v) gave substituted aminoindoles (mono and disubstituted) and/or the corresponding aminoindole in a ratio depending on the nitroindole, the pH and the nucleophile present in the medium. A mechanistic hypothesis supported by theoretical calculations is proposed.
KeywordsTheoretical Calculation Acidic Medium Saturated Calomel Electrode Electrochemical Reduction Aqueous Methanol
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- I. Marcotte, A. Lemire and J. Lessard, This issue.Google Scholar